(6R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid → 7-[2-Methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetamido]-3methyl-3-cephem-4-carboxylic acid
Reaction equation
[CH3:1][O:2][N:3]=[C:4]([C:8]1[N:9]=[N:10][S:11][CH:12]=1)[C:5]([OH:7])=O.[NH2:13][CH:14]1[C:25](=[O:26])[N:16]2[C:17]([C:22]([OH:24])=[O:23])=[C:18]([CH3:21])[CH2:19][S:20][C@H:15]12>>[CH3:1][O:2][N:3]=[C:4]([C:8]1[N:9]=[N:10][S:11][CH:12]=1)[C:5]([NH:13][CH:14]1[C:25](=[O:26])[N:16]2[C:17]([C:22]([OH:24])=[O:23])=[C:18]([CH3:21])[CH2:19][S:20][C@H:15]12)=[O:7]Participants
3
Procedure
2-Methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetic acid (syn isomer)(3.74 g) and 7-amino-3-methyl-3-cephem-4-carboxylic acid (4.3 g) were reacted according to similar manners to those of Examples 12 and 15 to give 7-[2-methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetamido]-3-methyl-3-cephem-4-carboxylic acid (syn isomer)(5.0 g), mp 111° to 116° C. (dec.).
Sources & evidence
- ORD record
- ord-a3e056e0a35844c5bded32dde9c56d37
- Source dataset
- uspto-grants-1985_10
- Patent number
- US04544751
Reaction notes
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